There are 6 ways to get from Chicago to Boston Airport (BOS) by plane, train (Amtrak), bus (Flixbus, Greyhound), car, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Chicago Midway International Airport
best- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
3h 44m$122–655Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
22h 22m$564–864Bus
- Take the bus from Chicago Bus Station to Newark Penn Stationbus FlixBus N2640 / ...
- Take the bus from Newark Penn Station to Bostonbus Greyhound US0235 / ...
25h 59m$190–296Drive 983.8 mi
- Drive from Chicago to Boston Airport (BOS)car 983.8 mi
16h 52m$169–243Fly from Chicago O'Hare International Airport
- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
4h 4m$552–1,005Train to General Mitchell International Airport, fly
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Boston Logan Airport (BOS)plane MKE - BOS
5h 22m$169–736
Chicago to Boston Airport (BOS) by train, foot, and subway (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Chicago to Boston Airport (BOS) is to drive which costs $160 - $250 and takes 16h 52m.
The fastest way to get from Chicago to Boston Airport (BOS) is to fly which takes 3h 44m and costs $120 - $700.
No, there is no direct bus from Chicago station to Boston Airport (BOS). However, there are services departing from Chicago Bus Station and arriving at Boston via Newark Penn Station and Boston. The journey, including transfers, takes approximately 25h 59m.
No, there is no direct train from Chicago station to Boston Airport (BOS). However, there are services departing from Chicago Union Station and arriving at Airport via State. The journey, including transfers, takes approximately 22h 22m.
The distance between Chicago and Boston Airport (BOS) is 873 miles. The road distance is 989.5 miles.
The best way to get from Chicago to Boston Airport (BOS) without a car is to train which takes 22h 22m and costs $550 - $900.
It takes approximately 3h 44m to get from Chicago to Boston Airport (BOS), including transfers.
Chicago to Boston Airport (BOS) bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Boston Airport (BOS) train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Boston Airport (BOS) is to fly which takes 3h 44m and costs $120 - $700. Alternatively, you can train, which costs $550 - $900 and takes 22h 22m, you could also bus, which costs $190 - $300 and takes 25h 59m.
What companies run services between Chicago, IL, USA and Boston Airport (BOS), USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS) 5 times a day. Alternatively, Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $550–900 and the journey takes 22h 2m.
- Website
- delta.com
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $70–380
Flights from General Mitchell International Airport to Boston Logan Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Boston Logan Airport via New York La Guardia
- Ave. Duration
- 4h 49m
- When
- Every day
- Estimated price
- $120–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $70–380
Flights from General Mitchell International Airport to Boston Logan Airport via Philadelphia
- Ave. Duration
- 5h 20m
- When
- Monday to Friday
- Estimated price
- $130–650
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $70–380
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Boston Logan Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 12m
- When
- Every day
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Boston Logan Airport via Baltimore
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $130–650
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $70–380
Flights from General Mitchell International Airport to Boston Logan Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $120–650
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Boston
- Ave. Duration
- 22h 2m
- Frequency
- Once daily
- Estimated price
- $550–900
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Newark Penn Station
- Ave. Duration
- 19h 25m
- Frequency
- 4 times a day
- Estimated price
- $140–220
- Schedules at
- Flixbus USA
Bus from Newark Penn Station to Boston
- Ave. Duration
- 4h 30m
- Frequency
- Every 4 hours
- Estimated price
- $40–65
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Newark Penn Station to Boston
- Ave. Duration
- 5h 5m
- Frequency
- Every 3 hours
- Estimated price
- $45–75
- Website
- Greyhound
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Booking & Getting There
Chicago to Boston Airport (BOS) bus services, operated by Flixbus USA, arrive at Newark Penn Station.
Boston Airport (BOS) is 1h ahead of Chicago. It is currently 3:05 AM in Chicago and 4:05 AM in Boston Airport (BOS).
Chicago to Boston Airport (BOS) train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Chicago to Boston Airport (BOS) is 990 miles. It takes approximately 16h 52m to drive from Chicago to Boston Airport (BOS).
There are 1801+ hotels available in Boston Airport (BOS).